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Flight Deals
Book Cheap Midway to Arizona Plane Tickets
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Arizona that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.
Recent round-trip flight deals from Midway to Arizona
Thu, Feb 18 - Tue, Feb 23
8:47 pm - 11:44 amMDW Chicago Midway-PHX Phoenix Sky Harbor Intl
15h 57m1 stop Orlando
11:00 pm - 7:42 pmPHX Phoenix Sky Harbor Intl-MDW Chicago Midway
19h 42m1 stop Orlando
$254Frontier
Sat, Jan 16 - Thu, Jan 21
10:46 am - 8:25 pmMDW Chicago Midway-PHX Phoenix Sky Harbor Intl
10h 39m1 stop Dallas/Fort Worth
9:28 pm - 8:54 amPHX Phoenix Sky Harbor Intl-MDW Chicago Midway
10h 26m1 stop Dallas/Fort Worth
$256Frontier
Sat, Dec 5 - Thu, Dec 10
10:40 am - 8:34 pmMDW Chicago Midway-PHX Phoenix Sky Harbor Intl
10h 54m1 stop Dallas/Fort Worth
9:29 pm - 10:05 amPHX Phoenix Sky Harbor Intl-MDW Chicago Midway
11h 36m1 stop Dallas/Fort Worth
$256Frontier
Wed, Dec 2 - Thu, Dec 10
10:21 am - 10:05 pmMDW Chicago Midway-PHX Phoenix Sky Harbor Intl
12h 44m1 stop Dallas/Fort Worth
9:29 pm - 10:05 amPHX Phoenix Sky Harbor Intl-MDW Chicago Midway
11h 36m1 stop Dallas/Fort Worth
$256Frontier
Tue, Dec 8 - Mon, Dec 14
10:00 am - 12:50 pmMDW Chicago Midway-PHX Phoenix Sky Harbor Intl
3h 50mnonstop
1:35 am - 5:45 amPHX Phoenix Sky Harbor Intl-MDW Chicago Midway
3h 10mnonstop
$305Southwest
Sat, Jan 16 - Tue, Jan 19
6:10 pm - 9:10 pmMDW Chicago Midway-PHX Phoenix Sky Harbor Intl
4h 00mnonstop
1:25 am - 5:45 amPHX Phoenix Sky Harbor Intl-MDW Chicago Midway
3h 20mnonstop
$305Southwest
Wed, Dec 2 - Tue, Dec 8
5:20 am - 8:10 amMDW Chicago Midway-PHX Phoenix Sky Harbor Intl
3h 50mnonstop
1:35 am - 5:45 amPHX Phoenix Sky Harbor Intl-MDW Chicago Midway
3h 10mnonstop
$305Southwest
Sat, Dec 5 - Wed, Dec 9
4:08 pm - 10:12 pmMDW Chicago Midway-PHX Phoenix Sky Harbor Intl
7h 04m1 stop Atlanta Hartsfield-Jackson
3:00 pm - 10:54 pmPHX Phoenix Sky Harbor Intl-MDW Chicago Midway
6h 54m1 stop Atlanta Hartsfield-Jackson
$325Delta
Wed, Feb 3 - Sat, Feb 6
1:41 pm - 10:17 pmMDW Chicago Midway-PHX Phoenix Sky Harbor Intl
9h 36m1 stop Detroit Metropolitan Wayne County
7:20 am - 4:53 pmPHX Phoenix Sky Harbor Intl-MDW Chicago Midway
8h 33m1 stop Minneapolis St Paul
$325Delta
Sat, Jan 23 - Tue, Jan 26
9:56 am - 3:23 pmMDW Chicago Midway-PHX Phoenix Sky Harbor Intl
6h 27m1 stop Minneapolis St Paul
7:20 am - 4:53 pmPHX Phoenix Sky Harbor Intl-MDW Chicago Midway
8h 33m1 stop Minneapolis St Paul
$325Delta
Recent one-way flight deals from Midway to Arizona
Sat, Dec 19
8:35 pm - 12:44 pmMDW Chicago Midway-PHX Phoenix Sky Harbor Intl
17h 09m1 stop Orlando
$129Frontier
Wed, Jan 6
9:16 am - 8:14 pmMDW Chicago Midway-PHX Phoenix Sky Harbor Intl
11h 58m1 stop Dallas/Fort Worth
$129Frontier
Sat, Jan 16
10:46 am - 8:25 pmMDW Chicago Midway-PHX Phoenix Sky Harbor Intl
10h 39m1 stop Dallas/Fort Worth
$129Frontier
Wed, Dec 16
10:40 am - 8:34 pmMDW Chicago Midway-PHX Phoenix Sky Harbor Intl
10h 54m1 stop Dallas/Fort Worth
$131Frontier
Tue, Jan 5
5:20 am - 8:10 amMDW Chicago Midway-PHX Phoenix Sky Harbor Intl
3h 50mnonstop
$153Southwest
Tue, Dec 15
5:20 am - 8:10 amMDW Chicago Midway-PHX Phoenix Sky Harbor Intl
3h 50mnonstop
$153Southwest
Wed, Dec 23
10:55 pm - 1:55 amMDW Chicago Midway-PHX Phoenix Sky Harbor Intl
4h 00mnonstop
$153Southwest
Tue, Jan 5
1:59 pm - 10:17 pmMDW Chicago Midway-PHX Phoenix Sky Harbor Intl
9h 18m1 stop Detroit Metropolitan Wayne County
$163Delta
Tue, Dec 15
12:39 pm - 5:39 pmMDW Chicago Midway-PHX Phoenix Sky Harbor Intl
6h 00m1 stop Minneapolis St Paul
$163Delta
Tue, Dec 8
12:39 pm - 5:39 pmMDW Chicago Midway-PHX Phoenix Sky Harbor Intl
6h 00m1 stop Minneapolis St Paul
$168Delta
Recent last minute flight deals from Midway to Arizona
Wed, Nov 18 - Tue, Nov 24
12:27 pm - 11:55 pmMDW Chicago Midway-PHX Phoenix Sky Harbor Intl
12h 28m1 stop Dallas/Fort Worth
11:14 pm - 7:47 pmPHX Phoenix Sky Harbor Intl-MDW Chicago Midway
19h 33m1 stop Orlando
$330Frontier
Sun, Nov 15 - Tue, Dec 15
12:30 pm - 11:55 pmMDW Chicago Midway-PHX Phoenix Sky Harbor Intl
12h 25m1 stop Dallas/Fort Worth
3:11 pm - 9:45 amPHX Phoenix Sky Harbor Intl-MDW Chicago Midway
17h 34m2 stops Las Vegas Harry Reid Intl Dallas/Fort Worth
$341Frontier
Tue, Nov 17 - Tue, Nov 24
12:27 pm - 11:55 pmMDW Chicago Midway-PHX Phoenix Sky Harbor Intl
12h 28m1 stop Dallas/Fort Worth
11:14 pm - 7:47 pmPHX Phoenix Sky Harbor Intl-MDW Chicago Midway
19h 33m1 stop Orlando
$351Frontier
Thu, Nov 19 - Tue, Nov 24
12:20 pm - 6:05 pmMDW Chicago Midway-PHX Phoenix Sky Harbor Intl
6h 45m1 stop Dallas/Fort Worth
11:14 pm - 7:47 pmPHX Phoenix Sky Harbor Intl-MDW Chicago Midway
19h 33m1 stop Orlando
$368Frontier
Sun, Nov 15 - Mon, Dec 14
7:20 am - 10:15 amMDW Chicago Midway-PHX Phoenix Sky Harbor Intl
3h 55mnonstop
1:35 am - 5:45 amPHX Phoenix Sky Harbor Intl-MDW Chicago Midway
3h 10mnonstop
$468Southwest
Sun, Nov 15 - Tue, Dec 15
5:10 am - 8:05 amMDW Chicago Midway-PHX Phoenix Sky Harbor Intl
3h 55mnonstop
1:35 pm - 7:50 pmPHX Phoenix Sky Harbor Intl-MDW Chicago Midway
5h 15m1 stop Louisville Intl
$474Southwest
Mon, Nov 16 - Thu, Nov 19
12:20 pm - 11:55 pmMDW Chicago Midway-PHX Phoenix Sky Harbor Intl
12h 35m1 stop Dallas/Fort Worth
4:51 pm - 1:40 pmPHX Phoenix Sky Harbor Intl-MDW Chicago Midway
19h 49m1 stop Knoxville McGhee Tyson
$483Multiple Airlines
Mon, Nov 16 - Thu, Dec 3
12:05 pm - 3:00 pmMDW Chicago Midway-PHX Phoenix Sky Harbor Intl
3h 55mnonstop
6:05 pm - 10:25 pmPHX Phoenix Sky Harbor Intl-MDW Chicago Midway
3h 20mnonstop
$483Southwest
Wed, Nov 18 - Sat, Nov 21
6:00 am - 12:08 pmMDW Chicago Midway-PHX Phoenix Sky Harbor Intl
7h 08m1 stop Atlanta Hartsfield-Jackson
3:00 pm - 10:54 pmPHX Phoenix Sky Harbor Intl-MDW Chicago Midway
6h 54m1 stop Atlanta Hartsfield-Jackson
$531Delta
Sat, Nov 14 - Sun, Nov 15
12:20 pm - 11:55 pmMDW Chicago Midway-PHX Phoenix Sky Harbor Intl
12h 35m1 stop Dallas/Fort Worth
3:20 pm - 3:41 pmPHX Phoenix Sky Harbor Intl-MDW Chicago Midway
23h 21m1 stop Knoxville McGhee Tyson
$540Multiple Airlines
Recent direct flight deals from Midway to Arizona
Sat, Jan 16 - Tue, Jan 19
6:10 pm - 9:10 pmMDW Chicago Midway-PHX Phoenix Sky Harbor Intl
4h 00mnonstop
1:25 am - 5:45 amPHX Phoenix Sky Harbor Intl-MDW Chicago Midway
3h 20mnonstop
$305Southwest
Tue, Dec 8 - Mon, Dec 14
10:00 am - 12:50 pmMDW Chicago Midway-PHX Phoenix Sky Harbor Intl
3h 50mnonstop
1:35 am - 5:45 amPHX Phoenix Sky Harbor Intl-MDW Chicago Midway
3h 10mnonstop
$305Southwest
Wed, Dec 2 - Tue, Dec 8
5:20 am - 8:10 amMDW Chicago Midway-PHX Phoenix Sky Harbor Intl
3h 50mnonstop
1:35 am - 5:45 amPHX Phoenix Sky Harbor Intl-MDW Chicago Midway
3h 10mnonstop
$305Southwest
Tue, Dec 8 - Tue, Dec 15
8:50 pm - 11:40 pmMDW Chicago Midway-PHX Phoenix Sky Harbor Intl
3h 50mnonstop
1:35 am - 5:45 amPHX Phoenix Sky Harbor Intl-MDW Chicago Midway
3h 10mnonstop
$305Southwest
Sat, Dec 12 - Tue, Dec 15
6:25 pm - 9:20 pmMDW Chicago Midway-PHX Phoenix Sky Harbor Intl
3h 55mnonstop
1:35 am - 5:45 amPHX Phoenix Sky Harbor Intl-MDW Chicago Midway
3h 10mnonstop
$305Southwest
Sat, Jan 30 - Fri, Feb 26
3:05 pm - 6:00 pmMDW Chicago Midway-PHX Phoenix Sky Harbor Intl
3h 55mnonstop
1:25 am - 5:45 amPHX Phoenix Sky Harbor Intl-MDW Chicago Midway
3h 20mnonstop
$305Southwest
Tue, Feb 2 - Wed, Feb 10
7:25 am - 10:20 amMDW Chicago Midway-PHX Phoenix Sky Harbor Intl
3h 55mnonstop
3:40 pm - 8:05 pmPHX Phoenix Sky Harbor Intl-MDW Chicago Midway
3h 25mnonstop
$305Southwest
Sat, Dec 5 - Fri, Dec 11
6:25 pm - 9:20 pmMDW Chicago Midway-PHX Phoenix Sky Harbor Intl
3h 55mnonstop
1:35 am - 5:45 amPHX Phoenix Sky Harbor Intl-MDW Chicago Midway
3h 10mnonstop
$305Southwest
Sat, Jan 16 - Tue, Jan 19
10:25 am - 1:20 pmMDW Chicago Midway-TUS Tucson
3h 55mnonstop
7:30 am - 11:45 amTUS Tucson-MDW Chicago Midway
3h 15mnonstop
$409Southwest
Sat, Dec 26 - Sat, Jan 2
5:10 am - 8:00 amMDW Chicago Midway-PHX Phoenix Sky Harbor Intl
3h 50mnonstop
5:25 am - 9:40 amPHX Phoenix Sky Harbor Intl-MDW Chicago Midway
3h 15mnonstop
$575JetBlue
Booking Insights
Price, demand and travel trends for Chicago Midway Airport to Arizona flights
Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.
Prices
Airlines
More
What are the cheapest fares from Chicago Midway Airport to Arizona recently?
The cheapest fare from Chicago Midway Airport to Arizona in the last week was $254 round-trip, to Phoenix Sky Harbor Intl (PHX).
How do fares into airports in Arizona compare?
According to KAYAK data from the last 12 months, the cheapest airports to fly into Arizona from Chicago Midway Airport are:
• Phoenix Sky Harbor Intl (PHX) (avg. price $314)
• Tucson (TUS) (avg. price $488)
Are flights from Chicago Midway Airport to Arizona cheaper or more expensive than last year?
Fares from Chicago Midway Airport to Arizona are about 21% higher than they were in November last year, averaging $393 round-trip.
What's the cheapest month to fly from Chicago Midway Airport to Arizona?
These monthly figures are based on a full year of KAYAK fares from Chicago Midway Airport to Arizona, with extreme outliers removed so each month's typical price is accurate.
February is typically the cheapest month to fly from Chicago Midway Airport to Arizona, with round-trip fares averaging $269. November and June are usually the most expensive, averaging $461 and $421, respectively.
How do fares from Chicago Midway Airport to Arizona vary by day of the week?
On average, Monday is the cheapest day to fly from Chicago Midway Airport to Arizona and Sunday is the most expensive. Looking at the past 12 months of KAYAK data, it's 16% more expensive to fly on a Sunday compared to Monday.
What's the best time of day to fly from Chicago Midway Airport to Arizona?
It's cheapest to fly to Arizona in the afternoon with average prices of $320. The night is the most expensive time to fly, with average prices of $374.
What are the cheapest airlines to fly with from Chicago Midway Airport to Arizona?
Alaska Airlines is the cheapest airline, with fares from Chicago Midway Airport to Arizona averaging $270. It is followed by:
• Frontier (avg. price $273)
• Delta (avg. price $341)
• Southwest (avg. price $364)
• JetBlue (avg. price $379)
Ranking based on the past 12 months of KAYAK data.
How many flights does each airline operate from Chicago Midway Airport to Arizona?
Southwest is the only airline regularly operating nonstop flights from Chicago Midway Airport to Arizona, with an average of 48 weekly flights.
What are the most popular cities in Arizona?
Based on KAYAK data from the past three months, traveler interest in Arizona is concentrated in two destinations: Phoenix (89%) and Tucson (11%).
How do nonstop and one-stop fares from Chicago Midway Airport to Arizona compare?
Nonstop flights from Chicago Midway Airport to Arizona cost $322 on average, while one-stop flights average $353. If you're booking a connecting flight, the cheapest layover airport is generally Minneapolis St Paul (MSP).
Which days and times offer the most nonstop flights from Chicago Midway Airport to Arizona?
There are an average of 7 nonstop flights a day from Chicago Midway Airport to Arizona and 48 flights a week. Sunday tends to have the most flights, at 8.
How many one-stop flights are there from Chicago Midway Airport to Arizona across the week?
There are an average of 48 one-stop flights a day from Chicago Midway Airport to Arizona and 333 flights a week. Sunday tends to have the most flights, at 56 flights.
Key details for Chicago Midway Airport to Arizona flights
Low season | August |
|---|---|
High season | March |
Cheapest flight | $129 |
Your Chicago Midway Airport to Arizona flight questions, answered
Find helpful answers about this route, including flight times, airports, airlines and booking tips.
Your guide to booking Chicago Midway Airport to Arizona flights
Get tips on when to book, when to fly and what to know before your trip.Reviews of the top airlines flying from Midway to Arizona
See real verified KAYAK customer reviews for airlines flying from Chicago to Arizona. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
8.0
SouthwestOverall score based on 4223 reviews
7.5Entertainment
8.0Comfort
8.1Boarding
7.0Food
8.6Crew
Airline reviews
Multiple delays due to weather in Chicago, but the crew did their best to get flights rescheduled and on to their destination. I felt like the crews handled a frustrating situation very well, kudos to them! I was very glad to not have a cancelled flight.
8.0 ExcellentEmmalee, Oct 2026
Multiple delays due to weather in Chicago, but the crew did their best to get flights rescheduled and on to their destination. I felt like the crews handled a frustrating situation very well, kudos to them! I was very glad to not have a cancelled flight.
Southwest’s point to point system caused a 2 hour delay due to the crew being late from their inbound flight. Also, the WiFi and entertainment didn’t work on the plane.
A) Checked my luggage at the gate but never got to pre board B) if we are helping with checking our carryon and waiting 40 minutes for it we should have some privileges c) luggage took 40-45 minutes to come.. d) I asked for another snack and was told the plane is full.. seriously a small snack
I like the staff members they were super nice and helpful very sweet people :)
Boarding process of asking for volunteers to check bags goes against the system you had before with 2 bags checked free. This process is more of a guilt trip than a caring attitude toward the customer. In addition bag-size scrutiny has increased which also slows down the process of boarding. My wife said she will not fly on your airline again unless there is no other option.
Overall good, just screaming kids in the area the whole flight.
OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.
The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.
I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.
The staff was very friendly, professional, and courteous. The overall flight was a great experience.
Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!
Better than expected. Staff were friendly and nice on both flights.
Just know that everything, and I mean everything is “ala cart”. 60$ just to put something in the overhead bin. I will never fly Frontier again nor do I recommend them to anyone else.
Great for the price. No wifi or entertainment, but gate agents and crew were fantastic and we boarded quickly and left on time.
Our flight was canceled for no known reason. We weren’t told until we were checking in at 5:00 am. This was after our last flight with Frontier where we sat on the plane for three hours (not an exaggeration) before we took off because of a mechanical issue. We won’t be flying Frontier again.
I didn’t have enough time to catch my connecting flight and had to use a different Airline. I will be requesting a refund.
I brought a ticket and car rental through Travelocity. There was no where to add a KTN. So I thought i’d add it by looking up ticket on frontier website. I tried 3 times with the frontier chat bot to add my KTN it never updated my boarding pass. So then I tried showing up early to do it in person at the airport. The first employee update my ktn in the system and gave me a new boarding pass. I was sent back by tsa to join regular line. Then I was told to add my Ktn. It would cost me $25 extra. Given the length of the cue I did pay. Congratulations! BUT I will NEVER fly frontier again. Plus the plane was very old. It had actual ashtrays and old looking tray backs. Worst travel experience ever. Im warning my friends and family not to use frontier ever.
It was delayed 9 hours for operational reasons, despite the plane arriving to the airport on time.
Was just ok with over selling I guess. A lot of people in a short space and when we finally arrive i20 minutes, waiting to get out from the plain because we were waiting authorization for out boarding? Something like that.
They changed my flight and did not want to accommodate me or try to help me in any way. They do not care about their customers.
More options for your flight from Midway to Arizona
Complete your trip to Arizona with a hotel stay or car rental
Information on your arrival and departure airports
Cabin class types available on flights to Midway
Cabin classes available on flights to Arizona. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
Flights from domestic origins to Midway
Flights from all regions of Midway to Arizona. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
Flights to other popular destinations
The most popular flights on KAYAK according to clicks in the last 2 weeks. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.